ID: ALA486009

Max Phase: Preclinical

Molecular Formula: C16H16O4

Molecular Weight: 272.30

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(O)c(C(=O)CCc2ccccc2)c(O)c1

Standard InChI:  InChI=1S/C16H16O4/c1-20-12-9-14(18)16(15(19)10-12)13(17)8-7-11-5-3-2-4-6-11/h2-6,9-10,18-19H,7-8H2,1H3

Standard InChI Key:  MDMCODCJMHTFIZ-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 272.30

Molecular Weight (Monoisotopic): 272.1049

AlogP: 2.92

#Rotatable Bonds: 5

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.88

CX Basic pKa:

CX LogP: 4.34

CX LogD: 4.33

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.82

Np Likeness Score: 0.53

References

1. Orjala J, Wright AD, Behrends H, Folkers G, Sticher O, Rüegger H, Rali T..  (1994)  Cytotoxic and antibacterial dihydrochalcones from Piper aduncum.,  57  (1): [PMID:8158163] [10.1021/np50103a003]

2. Li XC, Joshi AS, ElSohly HN, Khan SI, Jacob MR, Zhang Z, Khan IA, Ferreira D, Walker LA, Broedel SE, Raulli RE, Cihlar RL..  (2002)  Fatty acid synthase inhibitors from plants: isolation, structure elucidation, and SAR studies.,  65  (12): [PMID:12502337] [10.1021/np020289t]

3. Lago JH, Ramos CS, Casanova DC, Morandim Ade A, Bergamo DC, Cavalheiro AJ, Bolzani Vda S, Furlan M, Guimarães EF, Young MC, Kato MJ..  (2004)  Benzoic acid derivatives from Piper species and their fungitoxic activity against Cladosporium cladosporioides and C. sphaerospermum.,  67  (11): [PMID:15568762] [10.1021/np030530j]

4. Yenjai C, Wanich S..  (2010)  Cytotoxicity against KB and NCI-H187 cell lines of modified flavonoids from Kaempferia parviflora.,  20  (9): [PMID:20362442] [10.1016/j.bmcl.2010.03.054]

5. Xiao ZP, Peng ZY, Dong JJ, He J, Ouyang H, Feng YT, Lu CL, Lin WQ, Wang JX, Xiang YP, Zhu HL..  (2013)  Synthesis, structure-activity relationship analysis and kinetics study of reductive derivatives of flavonoids as Helicobacter pylori urease inhibitors.,  63  [PMID:23567958] [10.1016/j.ejmech.2013.03.016]

6. Lall N,Mogapi E,de Canha MN,Crampton B,Nqephe M,Hussein AA,Kumar V.  (2016)  Insights into tyrosinase inhibition by compounds isolated from Greyia radlkoferi Szyszyl using biological activity, molecular docking and gene expression analysis.,  24  (22.0): [PMID:27720556] [10.1016/j.bmc.2016.09.054]

Source

Source(1):

• Scientific Literature